US548345A - Arthur ashworth and joshua burger - Google Patents

Arthur ashworth and joshua burger Download PDF

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US548345A
US548345A US548345DA US548345A US 548345 A US548345 A US 548345A US 548345D A US548345D A US 548345DA US 548345 A US548345 A US 548345A
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arthur
ashworth
joshua
burger
soluble
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D265/00Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/281,4-Oxazines; Hydrogenated 1,4-oxazines
    • C07D265/341,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings

Definitions

  • the invention consists in combining nitroso naphthols-either alpha oxy beta nitroso or beta oxynaphthalene,
  • tannins or gallic acid by means of condensing agents as is, for instance, fully demonstrated in the following example: 18.800 parts, by weight, of crystallized gallic acid or sevenalpha-nitroso naphthalene, with teen parts,by weight, of dried gallic acid, or-
  • 32200 parts, by weight, of tannin are gradually mixed with two hundred parts, by weight, of concentrated sulfuric acid 66 Baum, and when dissolved 17.300 parts, by weight, of alpha-oXy-beta-nitroso naphthalene or betaoxy-alpha nitroso naphthalene are gradually added to the solution, the mass being continuously stirred and care being taken that the temperature does not rise above 25 centigrade. After all is dissolved the temperature is raised to 40 centigrade, kept at that temperature'during one hour, then raised during another hour up to to centigrade, and, finally, kept for two hours at to centigrade. The reaction being finished the mass is cooled down and poured on ice. The coloring-matters precipitate in dark flakes, which are filtered off, washed, made into paste, or dried.
  • They are most suitably used for practical purposes in form of a paste, and produce on chrome mordants brown shades, which when dyed very dark appear almost black, and are of great fastness to light and soap.
  • An addition of bisulfites to the color-paste improves its usefulness.
  • the new dye consisting of a dark powder of nearly black appearance, slightly soluble in cold water, alcohol and almost insoluble in other, more soluble in boiling water, soluble in cold dilute caustic soda with a brown color, soluble in concentrated sulfuric acid with a deep purplish brown solution, which on addition of ice separates dark brown flakes, producing on, chrome mordants brown shades,

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

NITED STATES PATENT rnron.
BROWN DYE.
- SPECIFICATION forming part of Letters Patent No. 548,345, dated October 22, 1895. Application filedDecember 4, 1893- Serial No. 492,769. (Specimenst) is a specification.
' The invention consists in combining nitroso naphthols-either alpha oxy beta nitroso or beta oxynaphthalene,
NOH
tannins or gallic acid by means of condensing agents, as is, for instance, fully demonstrated in the following example: 18.800 parts, by weight, of crystallized gallic acid or sevenalpha-nitroso naphthalene, with teen parts,by weight, of dried gallic acid, or-
32200 parts, by weight, of tannin, are gradually mixed with two hundred parts, by weight, of concentrated sulfuric acid 66 Baum, and when dissolved 17.300 parts, by weight, of alpha-oXy-beta-nitroso naphthalene or betaoxy-alpha nitroso naphthalene are gradually added to the solution, the mass being continuously stirred and care being taken that the temperature does not rise above 25 centigrade. After all is dissolved the temperature is raised to 40 centigrade, kept at that temperature'during one hour, then raised during another hour up to to centigrade, and, finally, kept for two hours at to centigrade. The reaction being finished the mass is cooled down and poured on ice. The coloring-matters precipitate in dark flakes, which are filtered off, washed, made into paste, or dried.
The coloring-matters when dry form a dark powder almost of black appearance, slightly soluble in cold water, more soluble in boiling water, slightly soluble in alcohol, and almost insoluble in ether, soluble in dilute causticsoda with a brown color, soluble in concentrated sulfuric acid with a deep purplishbrown color, from which, on dilution with ice- Water, the color is precipitated in dark-brown flakes. They are most suitably used for practical purposes in form of a paste, and produce on chrome mordants brown shades, which when dyed very dark appear almost black, and are of great fastness to light and soap. An addition of bisulfites to the color-paste improves its usefulness.
What we claim as new is- 1. The process herein described of producing coloring matters consisting of adding ortho oxy beta nitroso naphthalene to asolution of tannin in a condensing agent, such as sulfuric acid, and heating the resulting mixture, substantially as specified.
2. The new dye consisting of a dark powder of nearly black appearance, slightly soluble in cold water, alcohol and almost insoluble in other, more soluble in boiling water, soluble in cold dilute caustic soda with a brown color, soluble in concentrated sulfuric acid with a deep purplish brown solution, which on addition of ice separates dark brown flakes, producing on, chrome mordants brown shades,
substantially as described.
ARTHUR ASHWORTH. JOSHUA BURGER. Witnesses:
ARTHUR G. HALL, JOHN W. THoMAs.
US548345D Arthur ashworth and joshua burger Expired - Lifetime US548345A (en)

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